
Ossining Vacations from ¥170,692
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The Latest Ossining Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Romer Hell's Kitchen
Manhattan
Save 100% on your flight
Price was ¥240,780, price is now ¥170,692 per person
¥170,692
per person
Jun 16 - Jun 20
found 15 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (2,609 reviews)
Friendly staff, clean and very spacious room. Cafe very handy.
Reviewed on Apr 13, 2026

WestHouse New York
Manhattan
Save 100% on your flight
Price was ¥779,513, price is now ¥474,269 per person
¥474,269
per person
Jun 4 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,003 reviews)
Nice happy hour daily. Really clean and updated.
Reviewed on Apr 13, 2026

1 Hotel Central Park
Manhattan
Save 100% on your flight
Price was ¥854,282, price is now ¥566,512 per person
¥566,512
per person
Jun 4 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Everything is great about this Hotel.
Reviewed on Apr 9, 2026

The Plaza - A Fairmont Managed Hotel
Manhattan
Save 100% on your flight
Price was ¥1,273,436, price is now ¥885,407 per person
¥885,407
per person
Jun 27 - Jul 3
found 8 hours ago
Roundtrip flight included
Osaka (KIX) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,002 reviews)
My stay for one night at the Plaza was magical. Constantly seeing tourists stopping to have their photo taken out front, made feel so lucky to be a guest in one of the worlds most famous hotels.
Reviewed on Apr 3, 2026

Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was ¥542,606, price is now ¥381,246 per person
¥381,246
per person
Jun 22 - Jun 26
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,411 reviews)
Good location. We were near the elevator and can hear everything. Selection of food was ok, only ate one item from the Cafe.
Reviewed on Apr 13, 2026
Find the Best Ossining Vacation Packages
Ossining Hotel Deals

Windrose On Hudson
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
The price is ¥26,277 per night from May 3 to May 4
¥26,277
¥29,268 total
May 3 - May 4
includes taxes & fees
8.4/10 Very Good! (126 reviews)
Just spent one night here while visiting a nearby university. The grounds were beautiful and property was clean and well maintained. Parking on site was easy to access and secure. Due to low occupancy, the restaurants/café were not open and there was only coffee available in the morning. Had to go ...
Reviewed on Apr 13, 2026

Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is ¥20,798 per night from Apr 19 to Apr 20
¥20,798
¥23,789 total
Apr 19 - Apr 20
includes taxes & fees
8.2/10 Very Good! (1,656 reviews)
The hours of the pool was inconvenient They should open on the weekends in the morning too so the guests can used before going out of the day
Reviewed on Apr 13, 2026

LIV Hotel Bronx - Newly Built
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
The price is ¥20,559 per night from Apr 15 to Apr 16
¥20,559
¥24,149 total
Apr 15 - Apr 16
includes taxes & fees
7.2/10 Good! (608 reviews)
I had a good stay. For parking You have to come early.
Reviewed on Apr 13, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Ossining
Thomas J. Watson Research Center
Learn about the local history of Ossining with a stop at Thomas J. Watson Research Center. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
Sing Sing Prison Museum
You can spend time browsing the exhibits at Sing Sing Prison Museum during your travels in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
